A Reluctant Sissy -- Part 3 -- Sissies go to Church

It had only been a week since my last letter when I received another update from Mrs. Trainer on my sissy son's progress at Mrs. Trainer's "transformation" academy

"Dear Mrs. _____, 

All of our sissies, including your pretty son, continue to make wonderful progress.  Of course, there are challenges to overcome, but nobody said it would be easy!

There is so much activity here at the academy every day and every week.  I know you never had the opportunity to attend our full orientation program for sissy guardians and owners, so I hope my letters will help you get a full picture of all the fun we are having here (well, fun for us. Not so much fun for the sissies!  Ha ha!)

One lovely tradition we have is that we take all of our sissies to church every Sunday.  The vicar of our local church is quite the pervert and he enjoys getting to know each of our sissy students.  Every week, our sissies get all dolled up in their Sunday finest and we parade them into church, where they all sit in first pew, their dresses and make-up and posture simply perfect."

I marveled at the photos Mrs. Trainer sent of my son wearing these adorable, conservative -- but very stylish -- outfits.  The idea of Mrs. Trainer's staff forcing my son into these clothes and then taking him out in public gave me an unexpected shock of excitement. He's even wearing gloves in one photo!  And I simply love the oversized pearl jewelry they have him wearing.  

And there was that same sad/mad face.  I knew that attending Mrs. Trainer's academy must be torture -- but I also knew that it was for the best.  Besides, he brought it on himself!

I returned to Mrs. Trainer's letter.

"Part of what makes taking our little sissies to church so fun is that the congregation has no idea these are naughty boys all dolled up and in the process of being transformed.  As far as the other churchgoers know, these "ladies" are attending a "finishing school" that I run.  And the best part is, while our little sissies serve coffee and cake after the service, all the church ladies make such a fuss over them saying things like, "How I wish my daughter would act and dress like such a perfect lady," or "I wish my son in London could meet a nice young lady like you."  This attention makes our little sissies absolutely squirm! For the staff at our school, it is one of the high points of our week.

I mentioned that our local vicar takes a very keen interest in our sissies.  He is an obese old man who visits our school several times a week to meet with our sissies one-on-one for  "spiritual development" counseling.  This always seems to involve our sissies enduring a lot of severe over the knee spanking.  And I'm not sure that there is a lot of praying going on, but our sissies seem to spend a lot of time on their knees when they're with him (wink, wink!)

Rest assured, we are doing a very thorough job on your son.  Don't let that insubordinate sneer on his face worry you; your son is stubborn but I promise he will be as meek and gentle as a baby kitten when he returns to you.

Sincerely, Mrs. Trainer"

Sissy Roommate - part 5 -- Some New Clothes

Well, my trip to the mall was quite an adventure.  I had made a list of the things I thought I would need.  More sexy underwear, some sexy tops and some short short skirts were definitely on the list.  I also planned to buy some more make-up and some brushes and sprays to make my hair look nicer.  And I hoped I would have enough money left over for some perfume -- I thought that Tank would really enjoy that.                                                                             But one thing made me extra nervous about my shopping adventure: Tank had also told me to get some clothes to wear outside.  He was going to make me go outside fully dressed as a girl! So I needed to be smart about what I bought since this wasn't just for sissy dress-up games in our dorm room.

Here's one of the outfits I bought for myself on that first trip to the mall.  Don't you like this cute little top?  I didn't realize when I bought it that it wouldn't even cover my tummy!  But I think it looks super cute.  And I think it looks nice with the short plaid skirt I bought.  I also bought some shoes and a bag that I could take outside with me.

Here's a close-up of my face.  I think you can see that I've gotten a lot better with my make-up.  I think I look very pretty in this photo.                                                                                         Maybe you can tell that I have plucked my eyebrows into a pretty arch shape.  That, along with some eyeliner and mascara, helps make my eyes look extra big and pretty.                                                                                             And Tank really likes it when I wear lipstick.  With some practice, I've gotten really good at putting it on. I spent a little more to get extra long wearing lipstick because regular lipstick doesn't stay on for very long since Tank likes kissing me so much.

And as you can see, Tank was true to his word.  He made me go outside behind our dorm to take these photos.  I was so scared that someone would see me as we went out the back stairs.  But the sensation of being outside dressed as a girl was so exciting!  I loved the feeling of the cool fall air on my exposed skin.  I loved posing for my man as he took dozens of photos of me.                                                                                                And I could tell that Tank was getting excited by taking me outside and making pose for photos.  Because when he was done taking pictures, he grabbed me by the wrist and rushed me back upstairs to our dorm room.  "All fours!  Now!" he growled. I quickly did as I was ordered and positioned myself on my hands and knees on the floor.  Tank pulled down his pants and approached me from behind, lifting up my skirt and pulling down my lacy panties.  Tank loves to fuck me in all sorts of different positions -- but I think he likes it best when I'm on my hands and knees.  I love it when he spanks my bottom while his dick is pumping in and out of me.  It gets me so excited when Tank says how tight my "pussy" is while he's fucking me.  I have to admit that it's pretty painful when Tank fucks me because his cock is so enormous. Sometimes it hurts so much that I cry while Tank is pounding away at me.  But it also makes me feel so happy and fulfilled to be pleasing Tank and to submit to him so completely.

A Boyfriend for my Sissy Husband -- part 4

Martin had ordered some champagne from room service which was a very good idea because even though Danielle was excited by everything that was happening to him, he was also very frightened.  The champagne helped to settle his nerves.

"Martin," Danielle said softly, "I need you to know that I've never done this before."

"That's OK," Martin replied coolly, "I've done it lots."

Danielle wasn't exactly sure how this was going to work. If he took off all his clothes, he wouldn't look like a girl anymore and that would spoil the effect for Danielle -- and maybe for Martin too. So while Martin was in the bathroom, Danielle pulled out a sexy nightgown that he managed to stuff in his purse before leaving.  He slipped his nightgown on over his well-padded bra and panties. Danielle freshened his lipstick, put on a bit more perfume and checked himself out in the mirror.  He was very satisfied that he looked pretty and sexy in his nightgown. And with his bra and pads in place, he had all the right curves.  His fantasy was intact; he was a beautiful woman about to have sex with a handsome man.  He slipped on the hotel robe and waited.

Martin emerged from the bathroom looking very sexy. He was also wearing a hotel robe. They made out for a few heavenly minutes. Then Danielle dropped his robe to the floor, revealing his sexy nightgown. Martin looked admiringly at Danielle and gave him a little wolf whistle. "Let's get under the covers," he said.  And so they did. And then the action began.

Martin took control and directed Danielle every step of the way.  And Danielle did everything -- everything -- Martin told him to do.  It started with Danielle stroking and massaging Martin's cock, which made it get stiff.  Danielle was amazed by how big Martin's cock was! It seemed to keep growing and growing the more Danielle played with it. It was at least ten times as big as Danielle's tiny penis.

Then Danielle was instructed to kiss and suck on Martin's cock.  Martin started pumping slowly back and forth in Danielle's mouth. Danielle struggled to fit much of Martin's giant dick in his mouth but he tried his best.  Then Martin's rocking started to get faster and stronger.  After a few minutes, Martin was forcing powerful, deep thrusts into Danielle's mouth, forcefully holding Danielle's head in place so his cock was snaking into Danielle's virgin throat.  And that is when Martin started cumming for the first time.  It seemed to Danielle that a gallon of hot semen was flooding into his mouth.  "Swallow it!  Swallow, bitch!" Martin growled.  Danielle never heard him talk like that but figured it was what real men say when they're excited.

Danielle's ass was next and Martin was ready to do again after just a few minutes rest.  Martin smeared lube on his dick and on Danielle's ass. He positioned Danielle on all fours and then he went to town.  For Danielle, it was very painful at first, having a giant cock rammed up his butt for the very first time. But after a few minutes it started to feel good and Danielle enjoyed the feeling of giving his man such pleasure. Just like before the thrusting start slowly but picked up speed and power as Martin's excitement built. He fucked Danielle hard.  With one arm wrapped around Danielle's waist, he used his free arm to spank Danielle's ass -- hard -- in time with his thrusts. "Say you love me, bitch!  Say it!  Say it now and say it loud!" he yelled at Danielle. Danielle didn't like being called "bitch" but he did as he was told.  "I love you, Martin.  I love you!" he said as loud as he could. As Martin came inside Danielle's ass, Danielle's little dick exploded too, spilling his cum all over the sheets.

Martin wasn't done.  He had taken three Viagra pills as soon as they had checked in.  He shoved his filthy dick back into Danielle's mouth and Danielle didn't protest. After several minutes of more rough thrusting, Danielle could tell Martin was about ready to cum again. Danielle prepared himself to swallow another flood of semen.  But Martin didn't cum in Danielle's mouth. Instead, Martin pulled out of his mouth just before cumming, shooting wads of hot cum into Danielle's face and hair.

Martin climbed out of bed and let out a little chuckle as he looked at the cum soaked sissy mess lying there. "Here," Martin said, handing Danielle his champagne glass, "have a drink."

 "Are you coming back to bed?" Danielle purred.  "I want to snuggle."

"Sure, I'll be there in just a minute," Martin said.  Danielle pulled the sheets up to his chin and promptly fell asleep.

Spring Break Sissy

When I told my parents that I was going to Florida for spring break, they were really worried.  They pictured me hanging out at wild, drunken parties and stuff like that.

But actually, my spring break is very different -- but my parents don't need to know that. 

You see, I am spending the entire week as Professor Wilson's sissy!


Here's a photo of me in the hot tub with my Professor and Master.

It all started last fall when I was taking Professor Wilson's Human Sexuality class.  I went to see him during his office hours one afternoon because I needed help understanding an assignment.  He closed the door to his office after I sat down.  Before I could even ask a single question, Professor Wilson asked me, "You're a sissy, aren't you?"

I was shocked and scared by his question.  The truth is that I am a closeted cross-dresser, often having fantasies of submitting myself to be feminized and controled by a dominant man or woman.  But this was my secret.  I had never told anyone this.  How could Professor Wilson possibly know?

"I asked you a question, sissy!" he shouted.  "Don't deny it.  I know what you are.  I can tell.  It's my expertise, after all.  Now I am going to ask you again.  Are you a sissy?"

I lowered my eyes to the floor, and softly answered, "Yes," unable to resist the Professor's command.

"I knew it!" he exclaimed with a self-satisfied smile.  "Well from now on you are going to be MY sissy.  That means you will do whatever I tell you to do.  You will submit to me in all ways.  Do you understand?"

"Yes, Sir," I meekly responded.  Professor Wilson smiled again.

I now visit Professor Wilson at his home every evening and every weekend.   When we are together, he is not nice to me at all.  As I walk in the door, he instructs me on how I should dress for the evening.   I prepare myself as quickly as possible -- make-up, lingerie, a dress, stockings, heels -- the works.  He then proceeds to order me around for the next few hours.  This usually includes cleaning his house, doing his laundry and making his dinner.   If I do anything that displeases him, he throws me over his knee for a harsh spanking.  

When my chores are done and he has finished eating, he has sex with me.  He often orders me to bend over the back of the couch so he can take me from behind.  If there is a big game on TV, he makes me suck on his cock while he watches the game.  Then after he cums and I have cleaned up the mess, he orders me to get out.

My Professor/Master has helped me to understand that, as his sissy, I exist for only one reason -- to serve and please my Master -- and that my feelings have no importance.  I am just an object for him to use for his pleasure.   

Now it is Spring Break and Professor Wilson has arranged for a perfect Master/Sissy vacation.  All year I have growing my hair out and Master has kept me on a strict diet so that I would look extra girlie for our trip.  He rented a beautiful condo that has a view of the Intercoastal Waterway, a big deck and a hot tub.  He packed several pretty outfits for me to wear, lots of sexy lingerie and even two bikinis!

Master has been so nice to me since we arrived at the condo!  Of course I have to do all the chores and follow all of his orders and he has spanked me a few times.  But mostly we are passing our days and night in bed or in the hot tub.  It has been so romantic!  We have been spending hours and hours kissing and having sex.  And after he is done having sex with me, he has been letting me snuggle up against him.  I feel so safe and happy when Master wraps his big strong arms around me. 

Here we are in the tub again.  I am giving him a handjob.  His enormous, hard cock feels so good in my soft, manicured hand.  I am so content and fulfilled serving and pleasing my Master.  

I wish my Sissy Spring Break would never end.

A Sissy Begs for Forgiveness

"Oh, please, Stepmother," I begged.  "It won't happen again.  I am so sorry.  I promise.  Please don't punish me.  PLEASE!"  I stood in the middle of the room, perched in my towering high heels, my manicured hands clasped together as I repented for my failings.

"SILENCE!" Stepmother shouted.  "You are NEVER to speak unless spoken to!"

I lowered my eyes to the floor, now terrified that I had made my terrible situation much worse.

"Look at you, you pathetic sissy.  I can see right through that ridiculus outfit you are wearing.  Only a real sissy slut would dress like that.  Aren't I right?"  she asked.

"Yes Ma'am," I replied softly, even though we both knew that she picked out all the outfits I was allowed to wear.

"You broke a very expensive teacup when you were washing the dishes today and that sort of misbehavior must be punished.  So what will it be, sissy?  The paddle or the dildo?"

Oh no, I thought.  This was going to be bad.  Even though my bottom was still raw from my last spanking, I really hated being punished with Stepmother's strap-on.  "The paddle," I said.  "Please," I quickly added.

I pulled down my panties, lifted my billowy skirt over my waist, and lay across Stepmother's lap.  But before she started paddling my bottom, she called out loudly, "Tiffany, please come in here!"

And in walked Tiffany, my stepsister.  Oh God!  What was Tiffany doing here?  It was so humiliating having my much younger stepsister seeing me like this, laying across Stepmother's lap, with my skirt hiked up and my bare bottom sticking up in the air. I started to try to squirm away, but Stepmother is so much stronger than me and she held me firmly in place.  "Be still, Sissy!"  Stepmother growled.  Tiffany roared with laughter seeing me like this.

"You see, Sissy," she explained, "I decided that it was time to show Tiffany how to discipline you.  That way we can ensure that you will always be as obidient to her as you are to me.  Now go ahead, Tiffany.  Do it just the way I explained."

Tiffany picked up my punishment paddle and waved it in front of my face.  "Kiss it, Sissy," she said with an evil grin.  I did just as instructed, knowing that to protest would be very unwise.

And with that Tiffany began to administer 20 stinging blows to my bare bottom, while her mother held me firmly in place on her lap.  After the first ten, Stepmother said to Tiffany, "Now dear, if you don't spank him harder than that, how will he ever learn his lesson?"

Tiffany put all her strength into the next ten blows.  I could hear her laughing as she abused my bottom.  Tears were pouring down my face as the pain and humiliation were unbearable.

When Tiffany was done with my beating, Stepmother started rubbing my burning bottom.  "Have you learned your lesson, Sissy?"

"Yes Ma'am," I whimpered.  "I'm very sorry. I learned my lesson."  I started to get up from Stepmother's lap.

"Not so fast, Sissy," she said with a sneer as she kept me pinned to her lap with her strong arms.  "You didn't thank Tiffany for teaching you a lesson and helping you to become a better Sissy."

I choked back my tears and forced myself to say, "Thank you Tiffany for teaching me a lesson and helping me to become a better Sissy."

Stepmother administered a sharp bare-handed slap to my bright red bottom and snarled, "From now on you will refer to her as Mistress Tiffany, do you understand?"

"Yes, Stepmother.  I understand.  I am sorry for my inpertinence, Mistress Tiffany."

"That's more like it," Stepmother said with a satisfied smile.  "Now get yourself cleaned up and get started on making dinner."

A Sissy Learns his Lesson

Master pressed his Sissy hard against his muscular chest.  His massive arms wrapped tightly around his Sissy's head.

"There, there," Master said softly.  "It's over.  Now stop crying."  Master had just finished administering a severe spanking to his Sissy -- 50 of his hardest hits against his Sissy's bare bottom.  Master was very angry that Sissy had been two minutes late serving him his breakfast in bed this morning.
Sissy forced himself to stop crying as his Master had commanded, even though his bottom still burned from the brutal beating.  His tear dampened cheek now rested against his Master's chest.  Sissy felt so safe and so protected when Master held him like this.  Sissy relaxed as he inhaled deeply, savoring his Master's rich, masculine scent.  Sissy even managed a little smile as he felt his Master's massive cock stirring, stiffening.

"Have you learned your lesson, Sissy?" Master asked.

"Oh yes, Master.  I have.  I am very sorry that I disappointed you.  It will never happen again.  I promise."

Master smiled seeing his Sissy's complete subservience.  "Good," Master said.  "Now get on your knees and suck my dick."

Sissy Goes Outside Part 5

For the last few weeks, I've been with Dick every possible minute.  We spend hours in his apartment where he lets me suck on his cock and please him in other ways.  I love making him cum!  It makes me feel alive and valuable to know that I'm giving my Man the pleasure he deserves.

And now we go out together at night too, several times a week.  We go to the movies and bars and restaurants.  It is so exciting to be the feminized Sissy possession of a big strong man.  I love spending my afternoons making myself pretty for Master Dick.  And I love spending my nights being kissed and fucked by him.

I am working so hard to make myself more feminine and sexy for Dick.  I've been dieting and lost seven pounds.  And I've started taking my sister's birth control pills.  The pills have already started making my skin softer and prettier and my nipples have become very swollen and sensitive.

Dick is nice to me almost all the time.  But sometimes I disappoint him and he has to punish me.  I understand.  It is important that I learn to be a perfect Sissy and to always please my Master.  Sometimes Master Dick has to spank me if I have failed him in some way.  He seems to like spanking me, especially if we are out in public.  I am very grateful to my Master for helping me to become a better Sissy.

Master Dick had told me that he had "special plans" for tonight. So I stole this elegant outfit and strappy I I wanted to look my best for my big night with Master Dick, so I borrowed and pretty lacy outfit and sexy strappy shoes from my mother's closet. Then I spent most of the afternoon at the beauty salon and had the girls give me "the works". They even gave my hair some pretty highlights.   I feel so beautiful and feminine!  Dick almost fainted when he saw me!

Dick had made reservation at the fancy French restaurant overlooking the river.  It was all so romantic!  And then, as we were waiting for dessert, Dick got down on one knee.  The whole restaurant went silent and everyone was watching us.  Then, Dick pulled a ring from his pocket and said loudly enough for all to hear, "Will you marry me?  Would you be my Sissy Wife?"

"Oh yes!  Yes!" I exclaimed.  "Of course I'll be your Sissy Wife!"

The people in the restaurant clapped, although they seemed a bit confused by what they just saw and heard.

So now I am going to be married to my Master Dick, who I adore and worship.  I will be able to dedicate the rest of my life to pleasing and serving my Master/Husband.  I am so happy!

And it is all because my sister and her friends caught me dressing in her clothes just a few months ago.  What a lucky Sissy I am!

Cornered Sissy

It was time for the evening fun to begin. After enjoying the dinner that his Sissy had prepared, Master Night ordered his Sissy to stand beside him.

"Strip," he ordered.  Sissy Dawn knew better than to resist his Master's instructions. But he hesitated for just a moment thinking about the "game" his Master would want to play as soon as his soft white skin was exposed.

Master Night would tolerate no such hesitation. He instantly slapped Sissy Dawn's bottom with all his strength, nearly knocking his feminized boy toy to the ground. "I said strip. NOW!"

"Yes, Master, Sir," the Sissy quickly answered, practically ripping his pretty little dress from his body. "Sorry, Sir.  I apologize for being so slow."

Sissy Dawn's frilly sundress now lay on the floor. The Sissy stood before his Master wearing only his sexy bra and panties. His enormous breasts were practically spilling from his strapless bra.  Master admired the Sissy that had been sculpted exactly to his specifications.  He enjoyed knowing how humiliating it was for his ultra feminized Sissy to be on display wearing nothing but his beautiful, lacy lingerie.

"That's more like it," Master Night said, as his hand began the rub his Sissy's pantied bottom.  "Do you like it when I do this?" Master Night asked.

"Oh yes, Master," the Sissy replied breathlessly, just as he had been taught. "I love it when you fondle me."

"That's because your such a slut," Master answered with a sneer. "You disgust me. Did you know that, Sissy?"

"Yes sir," Sissy Dawn replied. "I do not deserve the privilege of being owned by you."

Master smiled at his Sissy's total submission. Leering at his nearly naked Sissy, Master Night said, "Let's play a game of hide-and-seek." Sissy Dawn's heart started racing with fear. "Ready, set, GO!"  Master shouted.

And with that, Sissy Dawn started racing through the mansion, his big boobs bouncing as he tried to run in his high heeled sandals.

"Ready or not, here I come!" Master shouted, just a few seconds later when the Sissy had only reached the foyer. Sissy Dawn sprinted as fast as his sissified body would let him. He ran through the formal dining room and through butler's pantry. He made it to the study and was about to run up the back staircase when Master caught up with him.

"Sissy, I'm disappointed. That was too easy. I don't think you were even trying," Master said.  "Oh well, I won again!"  And with that, Master pulled the taser from his pocket.

"Please Master, no! Not the taser!" Sissy Dawn pleaded as he backed into a corner of the room, desperate to get even a few inches away from his insane Master and his taser.

"Now Sissy, you know the rules," Master replied sternly.  "If I can find you in less than ten minutes, I get to give you a stingie."

"Please Master!  NO!  It's not fair..."

Master had heard enough. He jammed the taser into his Sissy's crotch and gave his Sissy a long, nasty shock.  Sissy Dawn screamed and collapsed on the floor. And because he was now angry with his Sissy, Master gave another shock to each of Sissy Dawn's giant tits.

Sissy Dawn writhed on the floor from pain. Master took advantage of this to kick his nearly naked Sissy.  Sissy Dawn sobbed uncontrollably as he lay helplessly on the floor.

"The rules are the rules, Sissy. Dont you forget that!"  Master said as he unzipped his pants.  "Now let's have some more fun..."

Sissy Weddings!!! A Sissy Prepares to Walk Down the Aisle

Oh, I do enjoy a Sissy wedding!

It is such fun preparing a reluctant Sissy for his big day.  Ideally, a Sissy doesn't even get to meet his new Master/Husband until he is standing on the alter, repeating the vows that I've written for him.

Sissy Bethany's wedding was such a special day.  Over the past two years, relentless training, surgery and hormones had transformed an ordinary young man into an exquisite feminized Sissy.  The tranformation was difficult, but Sissy Bethany was beginning to understand that he had no hope of ever regaining either his freedom or his masculinity.  And physically, Sissy Bethany's transformation was nearly perfect.  His facial features were delicate and beautiful, his breasts were full and luscious, and his skin was silky and smooth.

It was only two weeks ago that I informed Sissy Bethany that I had arranged for him to be married.  I told him in lurid detail how he was soon to become the property of a real man.  He sobbed when I told him this.  He was terrified by the idea of becoming the Sissy Wife and Slave to a superior male that he had never met.  How he begged me not to make him marry another man!

But of course, nobody cares what a Sissy wants.  And I warned him sternly that I would tolerate no complaints or misbehavior on his wedding day.

When the big day came, I had the girls from the salon meet at us the church where there is a small room near the back where brides can get ready.  The salon girls did a lovely job -- both with his make-up and with tormenting him.  Then I dressed him in the most adorable bridal lingerie set I had ever seen.  The corset-like top showed off his big soft boobs so nicely.  He wore 4 inch white satin pumps on his stockinged feet.  I pinned the lace-trimmed veil to his hair.  He eyed with fear and curiousity the enormous white garment bag hanging in the corner, holding the gown he had never seen.

The guests were arriving.  From the room in the back, I had Sissy Bethany peak out into the church.  There were over 200 guests (all friends of the Groom, of course)  seated in the pews, all happily chatting with one another, waiting for the ceremony to begin.   That's when his fear blossomed into a full panic.  "Please Mistress, PLEASE!" the pathetic thing begged.  "Please don't make me do this!"

Well that did it.  I slapped him hard across the face and screamed at him, "Now listen here, Missy!  Stop your whining right this minute.  You are going to march up that aisle like a good sissy and surrender yourself to your new Husband and Master!  Or do I have to give you a spanking?"  My voice was loud enough to be heard by the guests in the church, who all started laughing at Sissy Bethany's humiliation.

Just then the organ started playing the Wedding March.  "Time to go, Sissy," I said.

"Alright, Mistress," Sissy managed to say through his tears.  "I'll be good.  Will you help me with my gown?" he asked, pointing to the garment bag.

"Oh no, Sissy.  No gown for you.  Because you misbehaved, you can be married dressed just as you are.  I'm sure your Husband/Master will enjoy seeing you wearing your sissy lingerie as you recite your vows to him.  And I'll bet some guests won't be able resist giving you a feel as you walk pass."

Sissy Bethany went pale with shock.  I handed the Sissy his bouquet and literally shoved him out the door.  "Start walking," I said pointing down the aisle.  And that's what Sissy Bethany did, slowly and shamefully walking down the aisle, wearing only his exquisite lingerie and veil, towards his future as a Sissy Slave Wife.  The guests hooted and laughed as the humiliated and half-naked Sissy walked by.

Sissy Behavior Modification

As a professional Sissy Trainer, I have learned how to be very strict.  And I'm not afraid to dish out severe punishment when required to get my Sissies to comply with my requirements.  I'm not shy about using my cattle prod or landing out a few dozen lashes with my riding crop when I'm dealing with a reluctant Sissy.  But as a woman who stands 5' 7" and weighs 130 pounds, sometimes I just don't have what it takes to give a Sissy the punishment he deserves.

Sissy Daisy was a real problem for me.  Even though his physical transformation had proceeded beautifully, he refused to embrace his future as a submissive Sissy pleasure toy.  He insisted that he was a man!  HA!!!  And he refused to entertain male guests that I frequently invite to my home.  For his disobedience, I tried everything:  beatings, starvation, locking him in a dark closet for days at a time.  But nothing worked.  It was time to bring in an expert.

I brought Sissy Daisy over to visit my friend, Master Steed.  Master Steed, you see, is a sadistic, brutal man who enjoys inflicting pain on bad little Sissies.  He is insanely strong and muscular.  And best of all, he is hung like a horse!  When your Sissy needs some extra encouragement, Master Steed is the one to call.

I dragged Sissy Daisy into Master Steed's home and we waited in the living room.  Sissy stood silently in the corner wearing a pretty sundress while I made myself comfortable on the sofa.  Sissy Daisy was so nervous, not having any idea where he was or what was about to happen to him.  I set up my camcorder on a little tripod because I love having a souvenir of these visits to Master Steed's home.   I was getting very excited just thinking about the show I was about to witness. 

Then Master Steed entered the room, shirtless, his huge muscles bulging.  Sissy Daisy was instantly terrified.  He tried to run from the room but Master Steed was on him immediately.  Master Steed hit the Sissy hard, once in the face and once in the stomach.  Sissy Daisy screamed in pain and his tears began to flow.  In one swift motion, Master Steed ripped the sundress off of my Sissy, leaving him completely naked and exposed.  For the next 20 minutes, Master Steed slapped, spanked, pinched, twisted and otherwise tortured my misbehaving little Sissy. 

And then the best part.  Gripping my Sissy's throat, he spun the Sissy around and rammed his massive dick into his tight little bottom.  Sissy Daisy was sobbing like a little bitch and begging for me to make his punishment stop.  I nearly came myself watching my little Sissy getting raped.

That's when I noticed Sissy Daisy's nipples were getting hard!  That little Sissy bitch was getting excited by being fucked by a real man!

I couldn't stop myself.  I jumped up from the sofa and grabbed Sissy Daisy's hard nipples.  I pinched and twisted them hard while  I shouted into the little boy bitch's face, "I can see that you are really enjoying this, aren't you Sissy?  Your nipples don't lie!  You like having a huge cock up your tight little boy pussy, don't you?"

Well, needless to say, Sissy Daisy has been a delightfully obedient Sissy ever since that day.  No more protests, no more denial.  He'll service my male guests and do whatever else I tell him to do.

And just for fun, once in a while I make Sissy Daisy watch his special video with me.  I certainly wouldn't want him to ever forget that special day. 

Sissy Gets Ready for his Master

The Sissy heard his Master open the front door and enter the home.  "Oh dear," the Sissy thought to himself.  "My Master is home early and I'm not at all prepared for him."

The Sissy quickly ripped the flowery dress he had been wearing off his delicate frame.  He ran to the bathroom and grabbed a bottle of "Feminine Lubricant" and leapt into the bed.  He tore off his little lacy panties and rammed the tube of lubricant into his "Sissy Pussy."  He gave the tube a hard squeeze and he gasped as he forced half of the tube's icy cold lube up his "pussy."

Lubricated, the obedient Sissy positioned himself as instructed on the bed just as his Master entered the bedroom.

"Well, look at you," the Master said with great satisfaction.  It looks like you've been waiting for me and my cock all day.  Is that true?"


"Oh yes, Master, yes," the Sissy panted in reply, as he was trained.  The Sissy felt a wave of relief, having narrowly avoided a severe beating for not being ready for Master's return home.


The Master approached the bed.  He rubbed his sexy Sissy's soft bottom, and then gave it a stinging slap.  He laughed at the pain he inflicted on his Sissy.  He unzipped and lowered his pants.  His huge cock sprang out and he mounted his defenseless little Sissy love doll...

An Adopted Sissy Daughter

At first, I was so happy when I learned that Mother had arranged to adopt me.  She seemed like a very nice lady.  I hated living in foster homes.  Since I was smaller and skinnier than the other boys in the foster homes, I was often bullied and beaten. 

But I started to worry during the drive home from the adoption agency.  Mother kept saying things like, "You are such a pretty girl," and "I'm so happy that you are now my daughter," and "I'm glad your hair is already long..."  I wasn't sure what to do or say.  I didn't want to be rude to my new Mother.

But she when she wouldn't stop talking about me like that, I finally spoke up, "But I'm not a girl!" I shouted.

"Oh don't be silly, Mother replied.  "You ARE a girl!"

When we got home, Mother showed me to my new room.  It was decorated in pink and white, with pictures of flowers on the walls and dolls everywhere.  And the closet and drawers were filled with girl clothes.  Now I was getting pretty upset about this situation.  I protested again, saying that I was a boy and that didn't want to live in a girl's room with girl stuff and that I wanted her to stop saying that I was a girl.

Well, that was a big mistake.  Mother grabbed me and stripped off all of my clothes -- Wow! She was really strong.  She threw me over her knee and spanked my bare bottom hard for what seemed like an hour.  All the while she yelled at me saying, "Listen here, little missy.  I say you are a girl and that means you are a girl.  I don't care if you think you were a boy but from now on you (whack!) are (whack!) a (whack!) GIRL! (whack! whack! whack!)"

When she was done spanking me, she roughly shoved me off her lap and onto the floor.  "Now you just stay here and think about all this until I call for you."  She picked up my boy clothes off the floor and left my room. 

I had never been so scared or confused in my whole life.  As I lay there, naked on the floor, I started to cry.  I wasn't sure what I was supposed to do. 

About 20 minutes later, Mother called out, "Victoria dearest!  Come to my room!"

I was still naked.  I decided to grab a pair of pair a girls panties from the drawer and I walked to Mother's room.  When I entered, Mother was sitting at her vanity, also wearing nothing but panties.  Her huge breasts were on full display for me.  "Look at us," she chirped.  "We're both wearing panties.  We're twins!"

She walked over to me.  I was trembling and staring at the floor, afraid to look directly at her.  She wrapped her arms around me tightly and pressed me against her enormous boobs.  They felt so soft.  "I'm sorry I had to spank you, Victoria.  I hope you learned your lesson and never disobey me or disagree with me again."

I nodded in agreement.

"Good.  You are going to enjoy being a girl and being my daughter.  It will be a wonderful and exciting experience for you.  Together, we are going to turn you into a lovely young lady."

I gulped.  This was crazy -- but I kept my mouth shut.

"And very soon you will get to have your own big, soft breasts, just like mine.  Won't that be wonderful, Victoria?!" She said.